Water → Tert-butyl[3-(5-bromopyrid-2-yl)phenyl]methylcarbamate

HRID 1092277노트

반응식

HRID 1092277 반응식
[Br:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[CH:9]=[C:10]([CH2:14][NH2:15])[CH:11]=[CH:12][CH:13]=2)=[N:6][CH:7]=1.CN(C1C=CC=CN=1)C.[C:25](OC([O-])=O)([O:27][C:28]([CH3:31])([CH3:30])[CH3:29])=[O:26].O>ClCCl.C(N(CC)CC)C>[C:28]([O:27][C:25](=[O:26])[NH:15][CH2:14][C:10]1[CH:11]=[CH:12][CH:13]=[C:8]([C:5]2[CH:4]=[CH:3][C:2]([Br:1])=[CH:7][N:6]=2)[CH:9]=1)([CH3:31])([CH3:30])[CH3:29]

참가 물질

7

반응물 4

HCID 962WaterHCID 218852-DimethylaminopyridineHCID 22064466Tert-butyldicarbonateHCID 66591283[3-(5-Bromopyrid-2-yl)phenyl]methylamine

생성물 1

HCID 86664991Tert-butyl[3-(5-bromopyrid-2-yl)phenyl]methylcarbamate수율 81.2%

시약·촉매·용매 2

HCID 6344Dichloromethane용매HCID 8471Triethylamine용매

반응 조건

온도
40 °C

실험 절차

1.07 g (4 mmol, 1 eq) of [3-(5-bromopyrid-2-yl)phenyl]methylamine are dissolved in 10 mL of dichloromethane in the presence of 1 mL of triethylamine and 200 mg of dimethylaminopyridine. 1.7 g (8 mmol, 2 eq) of tert-butyl dicarbonate are added and the reaction mixture is stirred overnight at 40° C. The reaction is stopped by adding 30 ml of water and is then extracted with ethyl acetate. The organic phases are combined and dried over sodium sulfate. The solvents are evaporated off and the residue is then chromatographed on silica gel (70/30 heptane/ethyl acetate). 1.18 g of tert-butyl[3-(5-bromopyrid-2-yl)phenyl}methylcarbamate are obtained. Yield=81%.

후처리

  1. extractionis then extracted with ethyl acetate
  2. dry with materialdried over sodium sulfate
  3. customThe solvents are evaporated off
  4. customthe residue is then chromatographed on silica gel (70/30 heptane/ethyl acetate)

출처 및 근거

ORD 기록
ord-a8b9c511ae2e4f49a6dd944c3e931eab
출처 데이터셋
uspto-grants-2012_03
특허 번호
US08129416B2

반응 노트

불러오는 중…